join the waitlist for
Seven nights. 3 destinations. one soulful adventure.
Pack your sunhat and your Collective Compass journal—we’re heading to Greece for a 7-night island-hopping journey that blends slow travel with deep connection. From ancient alleyways to Aegean waves, this isn’t your typical “see it all” sprint—it’s a thoughtfully curated rhythm of movement, magic, and meaning. We’ll wander, we’ll gather, and we’ll get real—with ourselves and each other.
Wander the charming streets of Athens, Paros, and Naxos
Visit local villages and hear stories from organic farmers and inspiring locals
Practice sunrise yoga by the sea and unwind on golden beaches
Sail on a private catamaran with swim stops in hidden coves
Reflect and recharge in nightly Collective Compass circles
Stay in thoughtfully selected 4-star boutique hotels with character and charm
With around 10 spots, this is your invite to be part of something rare—a collective of like-hearted women who crave meaning, beauty, and just the right amount of off-the-grid.
Connection
Greece
may 9-16, 2026
stays
boutique Lodges
group size
10-12 women
time
8 days / 7 nights
ACTIVITY
moderate
What to expect
Welcome to Adventure Collective, where travel isn’t just about ticking off bucket-list sights—it’s about transformation, connection, and those “I can’t believe this is my life” moments.
Here’s what it feels like to be part of the Collective:
Landing like a VIP – From the moment you touch down, you’re covered. No fumbling with Google Maps or trying to remember your high school Spanish—someone will be waiting to whisk you away to our first home base.
A welcome dinner that feels like a reunion – Except instead of awkward small talk, we’re already laughing over our first meal together. When like-minded women gather around a table, the energy shifts—walls drop, stories rise, and new friendships start to bloom.
Your own space, always (if you want it) – Deep connections don’t require bunk beds. You’ll be paired in a beautiful shared room to spark connection, but private rooms are available if solo recharge time is more your style.
Choose your own pace – Some days, we’ll adventure together. Other times, you’ll pick from a few curated options—or take time to reflect, journal, or sip coffee seaside while reconnecting with your own inner rhythm. We build in breathing room on purpose.
Meet the locals, not just the landmarks – We don’t just visit places; we connect with the people who call them home. Think: storytelling circles, hands-on experiences, shared meals, and learning traditions firsthand.
Travel solo, but never alone – You may arrive solo, but you’ll leave with a crew of incredible women who just get you. These friendships run deep—and often far beyond the final day.
Get ready to feel... Supported. Adventurous. Bold. Empowered. And, most importantly—ALIVE.
★ ★ ★ ★ ★
unforgettable adventures
“I’ve traveled with Lindsay, and she just gets it—the right balance of adventure, comfort, and those special moments that make a trip unforgettable.”
– Amy O. –
Daily itinerary Itinerary
pre-trip
april 2026
Intentions + Introductions
About 3–4 weeks before departure, we’ll gather online for a virtual Pre-Trip Collective Connection Call. This isn’t a boring info dump—it’s your first taste of the magic. You’ll meet your fellow travelers, start leafing through your Collective Compass, and set a soulful intention for the adventure ahead. We’ll reflect on what you want to release, receive, and remember—no passport required.
Your journey starts before your suitcase is even zipped. Transformation doesn't wait for takeoff.
day 1
Touch down in timeless Athens, where ancient ruins and rooftop cocktails (or mocktails) go hand in hand. After settling into our boutique hotel in the heart of the Plaka, we’ll gather for a sunset welcome dinner overlooking the Acropolis. Expect Greek hospitality, clinking glasses, and a taste of what’s to come.
Tonight’s our first Collective Compass circle—a grounding moment to check in with yourself and one another as we set intentions for the journey ahead.
Stay: Athens Fresh Hotel (or similar)
Arrival + Acropolis Vibes
saturday, may 9, 2026
day 2
Taste + Time Travel
sunday, may 10, 2026
Today’s all about uncovering the soul of Athens—through its flavors, myths, and iconic views.
We’ll start the morning with a privately guided Flavors of Athens Experience, where you’ll taste your way through local favorites—from Greek coffee and koulouri to olives, souvlaki, and anything else your guide recommends. It’s the best kind of sightseeing: snack-filled and stories included.
Later that afternoon, we’ll dive into Greece’s ancient roots with a private Myths + Monuments Walk. You’ll explore the Acropolis, including its Parthenon, the Theater of Dionysus, the Temple of Athena Nike, and more—each stone layered with legend. Your expert guide will bring history to life with stories that go far beyond the textbooks.
We’ll end the day wandering Plaka, Athens’ most picturesque neighborhood, filled with cobblestone streets, bougainvillea, and little shops perfect for a post-tour meander.
Stay: Athens Fresh Hotel (or similar)
day 3
monday, may 11, 2026
Cruise to the Cyclades
We’re island-bound! Today we trade the mainland for the magic of the Cyclades. After a smooth ferry ride across the Aegean, we’ll arrive on Paros—a postcard-perfect island known for its golden beaches, traditional Cycladic charm, and breezy island vibes.
Once we check in, your afternoon is yours to wander through Naoussa, a charming fishing village with bougainvillea-draped alleyways, whitewashed churches, and sea views that beg for a slow stroll.
Whether you're craving a seaside taverna lunch, a dip in the turquoise water, or simply a laid-back moment with your journal and a chilled local wine, Paros makes it easy to slip into island time.
stay: Saint Andrea seaside resort (or similar)
day 4
Get ready to embrace the good kind of slow. After a relaxed morning, we’ll head out to a charming organic farm just outside Naoussa—your new favorite lunch date. Rather than a typical “tour,” we’ll hear the story of the farm straight from the owners themselves. You’ll wander through sun-kissed Mediterranean crops like grapes, olives, and capers, learning what makes this island’s soil so soul-nourishing.
Then we’ll kick back on the farm’s breezy balcony, taking in sweeping views of the Aegean and the whitewashed village below. Picture this: a light breeze, a lovingly prepared spread of local olives, cherry tomatoes, creamy cheeses, and olive oil so smooth it practically winks at you. It’s laid-back, delicious, and deeply local—connecting you to the land, and the people who tend it.
stay: Saint Andrea seaside resort (or similar)
Fields + Flavors
tuesday, may 12, 2026
day 5
Villages + Views
wednesday, may 13, 2026
Hop islands one last time—this time to Naxos, the largest (and arguably most underrated) island in the Cyclades. After a ferry ride across that deep blue Aegean, we’ll check into our next hotel and head out to explore the villages of Naxos—each one quirkier and more charming than the last.
Expect pottery in Damalas, citron liqueur in Halki, and local life in Apeiranthos. This isn’t just sightseeing—it’s a sensory dive into the rhythms and flavors that make Naxos unforgettable.
Tonight, we’ll toast to it all with dinner at a cliffside spot where the sunset is the main event and conversation is easy.
stay: Kouros Art Hotel (or similar)
day 6
thursday, may 14, 2026
Catamarans + Coastlines
Today we trade trails for turquoise as we set sail on a private catamaran cruise from the port of Naxos. Our first stop? A secluded beach on the southern edge of Paros, perfect for a refreshing swim.
From there, we’ll drift past the stunning Blue Lagoon—where emerald waters meet golden sands—while the crew preps a traditional Greek lunch that tastes even better with salty hair and sea views. With one more chance to dive in before heading back, this is your chance to soak up the Cyclades from a new perspective: wind in your hair, sun on your face, and zero regrets.
stay: Kouros Art Hotel (or similar)
day 7
Stretch into your final full day with a sunrise beach yoga session—saluting the sun, the sea, and maybe even a few new dreams sparked this week. Then the rest of the day is yours.
Gather your new travel crew and head off to explore however your heart (and sandals) lead you. You might wander the winding alleys of Naxos Town and climb up to the medieval Venetian Castle, or cool off at one of the island’s stunning beaches like Agia Anna or Alyko. Prefer something slower? Grab a freddo espresso and soak it all in with your toes in the sand and a smile you can’t quite shake.
Tonight, we’ll come back together for a special farewell dinner to toast to the memories made—and the women who made them unforgettable.
Stay: Kouros Art Hotel (or similar)
Soulful Sendoff
friday, may 15, 2026
post-trip
All good things must pause (until the next adventure). After breakfast transfers will be arranged to the Naxos airport or port, depending on where you’re headed next.
Whether you're heading straight home or lingering a little longer with your own plans or on our optional Santorini extension (more details coming soon!), we hope you leave feeling a little braver, a little lighter, and a whole lot more connected.
But don’t worry—this isn’t goodbye. We’ll be reuniting virtually in one month for our post-trip Collective Compass circle. It’s a chance to reflect, reconnect, and keep the momentum going—because sometimes the real transformation happens after the bags are unpacked.
Safe travels—see you soon.
Departure Day (but the journey continues)
saturday may 16, 2026
day 8
We’ll meet again for three post-trip Collective Connection calls designed to help you reflect, reconnect, and stay inspired long after you’ve returned home.
One month after the journey, we’ll come together to share what’s shifted—what’s been stirred, what’s sticking, and what’s surprising. At the six-month mark, we’ll revisit the intentions and goals you set before the trip, checking in on how those seeds are growing. And one year later, we’ll gather one final time to celebrate the impact this experience has had on your life and the next chapter it helped shape.
Because these friendships don’t fade—they deepen.
You’ll leave with more than memories.
You’ll leave with a Collective.
Milestones + Momentum
june & december 2026 + may 2027
What's included
What's included
What’s included
here’s the full breakdown
What's included
What's included
Everything that’s included is designed to make this trip effortless and unforgettable—so you can focus on the adventure, not the logistics.
Activities
Athens: Monuments + Myths guided walk, Flavors of Athens experience, and rooftop welcome dinner with views of the Acropolis.
Paros: Organic farm visit and farm-to-table tasting with a local family
Naxos: Village visits including a pottery demostration and citron tasting and dinner, beachfront yoga session, and a dreamy private catamaran cruise with swimming and stargazing
Farewell dinner in a tucked-away seaside setting in Naxos.
Onsite bilingual guide/coordinator throughout the trip
Adventure Collective host (your built-in hype woman + reflection circle leader)
Destination Guide full of recommendations of activities, restaurants and explorations in each place we visit for you (and your new friends) to use during downtime.
Pre-trip group call and post-trip integration check-ins at 1, 6 and 12 months.
Lodging & Transfers
7 nights of boutique accommodations: 2 nights in Athens + 2 nights in Paros + 3 nights in Naxos.
Three stays, three stories: A rooftop retreat at a woman-owned hotel in vibrant Athens, a family-run seaside gem in Paros, and an artful hideaway in Naxos—each property brings its own personality to the journey.
Boutique charm with a conscience: These independently owned hotels blend comfort, culture, and character—no cookie-cutter chains here, just thoughtful design, local flair, and a more grounded footprint.
Comfort meets connection: Each hotel is walkable to town and handpicked for warm hospitality, stunning settings, and the perfect balance of modern comfort and authentic Greek ambiance—think breakfast with a view, crisp linens, and just the right amount of island breeze.
Arrival + departure transfers: Arrival transfer from Athens airport to the hotel; departure transfer from Naxos hotel to the Naxos airport or port.
Group transportation: Van and ferry transportation as noted in the itinerary.
Meals
Rooftop welcome dinner to toast the start of your Greek adventure
7 breakfasts included: (think Greek yogurts, local pastries like bougatsa, spanakopita, and baklava and farm-fresh eggs).
3 lunches included: Flavors of Athens experience, catamaran lunch and lunch in the Villages of Naxos visits.
3 dinners included: A rooftop welcome dinner in Athens, cliffside dinner in Naxos and farewell dinner in Naxos.
Beverages: 1 wine, beer or soft drink and water with included meals
Opportunities to dine independently and explore local gems in each destination
Farewell dinner in a tucked-away seaside setting in Naxos.
Not Included
International airfare: Home to Athens and return
Domestic airfare: Flight from Naxos to Athens
Tips for local guides, drivers, and service staff
Meals not noted in itinerary
Travel insurance to cover trip cancellation/interuption, emergency medical and evacuation (strongly recommended)
Personal expenses like souvenirs, laundry, and snacks
this is for you if…
You’re craving a reset—not just a break. You want to slow down, unplug, and reconnect with yourself, others, and the natural world.
You love immersive, small-group travel that’s high on authenticity and low on mass tourism.
You’re excited to stay in boutique hotels, eat farm-fresh meals, and support inspiring local women, artisans, and guides.
You’re the kind of traveler who finds joy in both group connection and solo hammock time.
You can hike a bit, journal a bit, laugh a lot, and say “yes” to new experiences (like a pottery class, a cacao tasting, or a beach walk under the stars).
this is not for you if…
You expect five-star luxury with butlers and daily turn-down service—this is barefoot elegance, not black-tie.
You want every minute scheduled with back-to-back tours. We believe in margin, magic, and the power of presence.
You’re not into group dynamics or shared dinners—this trip is designed for connection and camaraderie.
You need air conditioning 24/7 or can’t live without your hairdryer. (Some spots are off-grid and tropical!)
You prefer to spectate rather than participate—this journey is about showing up fully and being real.
Meet your trip host
Lindsay
Hey there! I’m Lindsay, your trip designer, adventure buddy, and go-to person for all things travel magic.
I’ve spent years guiding, planning, and curating incredible travel experiences, and I’ve personally crafted this trip with amazing local partners. This isn’t just another itinerary—it’s a handpicked collection of my dream experiences, and I cannot wait to share them with you!
A few things you should know about me:
I take my coffee very seriously. If you need espresso recommendations, I’m your girl.
I have a dog named Leo, who is probably having FOMO while I’m on this trip with you.
I’ve traveled to 58 countries (and counting!) and deeply believe in the power of travel to create connection.
I believe the best moments happen when you step outside your comfort zone—whether that’s trying a new food, striking up a conversation with a local, or saying yes to an unexpected adventure.
Let’s do this. Let’s make some ridiculous memories together.
-
Our groups are made up of bold, curious women—solo travelers, besties, and even mother-daughter duos—who thrive on deep conversations, belly laughs, and epic experiences. Most of our travelers are in their 40s and 50s, but if you vibe with our adventurous spirit, you’ll fit right in, no matter your age!
While our trips aren’t extreme endurance challenges (no scaling Everest required!), we do ask that you’re comfortable walking for long periods unassisted—because the best views, hidden gems, and local delights usually require a little legwork. If that sounds like your kind of adventure, then welcome to the Collective—you’ve found your people!
-
Solo travelers, rejoice! Most of our adventurers come solo, so you’ll never feel like the odd one out.
From the moment you sign up, we help you connect with your fellow travelers through our online trip forum, virtual “Trip Talks,” and pre-trip meetups.
By the time you arrive, it’ll feel like you’re reuniting with old friends—except these friends are just as adventurous as you.
-
A lot! We take care of the logistics so you can focus on the adventure. Your trip includes boutique stays, immersive experiences, expert local guides, most meals, and all the unforgettable moments in between.
Basically, we handle the hard stuff—you show up, soak it all in, and make memories for life. Some extras (like flights and cocktails) aren’t included.
Check out each adventure’s page for the full breakdown.
-
We get it—plans change. That’s why our cancellation policy varies by trip, with one golden rule: the earlier you let us know, the better!
You'll find the exact payment and cancellation terms on each trip’s page, so you’ll always know what to expect. No hidden fees, no fine print surprises—because unexpected detours are fun on adventures, but not when it comes to refunds.
For extra peace of mind, we also offer travel insurance to help protect your trip investment. Because while we’re all about embracing the unknown, some things (like cancellations) are better covered.
-
At Adventure Collective, connection is kind of our thing—so on each trip, you'll be thoughtfully matched with a roommate who’s here for the same reasons you are: soulful adventure, new friendships, and maybe a little magic.
Prefer your own space to recharge, journal, or sprawl like a starfish? We've got you. A handful of private rooms are available for each departure. Just let us know when you sign up and we’ll share the solo upgrade pricing.
-
If you can handle a solid day of exploring, occasional hikes, and maybe some spontaneous dance parties, you’ll be just fine on most adventures.
Each trip has a different activity level, and we always include the details up front. Some days might involve hiking, biking, or kayaking, but there’s always time to slow down, soak it in, and enjoy a sunset cocktail.
If you’re unsure, just ask—we’ll help you pick the right adventure!
Got questions?